Mexiletine

Mexiletine
Clinical data

AHFS/Drugs.com	Monograph
MedlinePlus	a607064
Pregnancy category	AU: B1 US: C (Risk not ruled out)
Routes of administration	Oral, IV
ATC code	C01BB02 (WHO)
Legal status
Legal status	UK: POM (Prescription only)
Pharmacokinetic data
Bioavailability	90%
Protein binding	50-60%
Metabolism	Hepatic (CYP2D6 and 1A2- mediated)
Biological half-life	10-12 hours
Excretion	Renal (10%)
Identifiers
IUPAC name (RS)-1-(2,6-dimethylphenoxy)propan-2-amine OR 2-(2-aminopropoxy)-1,3-dimethylbenzene
CAS Number	31828-71-4^Y
PubChem CID	4178
IUPHAR/BPS	2629
DrugBank	DB00379^Y
ChemSpider	4034^Y
UNII	1U511HHV4Z
KEGG	D08215^Y
ChEBI	CHEBI:6916^Y
ChEMBL	CHEMBL558^Y
ECHA InfoCard	100.046.190
Chemical and physical data
Formula	C₁₁H₁₇NO
Molar mass	179.259 g/mol
3D model (Jmol)	Interactive image
Chirality	Racemic mixture
SMILES O(c1c(cccc1C)C)CC(N)C
InChI InChI=1S/C11H17NO/c1-8-5-4-6-9(2)11(8)13-7-10(3)12/h4-6,10H,7,12H2,1-3H3^Y Key:VLPIATFUUWWMKC-UHFFFAOYSA-N^Y

Mexiletine (INN) (sold under the trade name Mexitil) is a non-selective voltage-gated sodium channel blocker which belongs to the Class IB anti-arrhythmic group of medicines. It is used to treat arrhythmias within the heart, or seriously irregular heartbeats. It slows conduction in the heart and makes the heart tissue less sensitive. Dizziness, heartburn, nausea, nervousness, trembling, unsteadiness are common side effects. It is available in injection and capsule form.

Class IB antiarrhythmics decrease action potential frequency by lengthening the repolarization phase. This is achieved by blocking sodium channels.

This drug is now no longer freely available as a licensed product in either the US or the UK. It can be imported to the UK as an unlicensed, 'named-patient' drug. Its use in arrhythmias is restricted to use in life-threatening conditions only.

Mexiletine may also be of use in patients experiencing refractory pain and is also effective for treating muscle stiffness resulting from myotonic dystrophy (Steinert's disease) or nondystrophic myotonias such as myotonia congenita (Thomsen disease).

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Wikipedia